All articles of this category (1 S ,4 R )-(-)-4-Hydroxy-2-cyclopentenyl acetate ( 2 ), a versatile intermediate in prostaglandin syntheses, was readily prepared by an efficient enzyme-catalyzed enantioselective monoacetylation of cis -2-cyclopenten-1,4-diol ( 1 ) with 2,2,2-trichloroethyl acetate in the organic solvent system triethylamine/tetrahydrofuran. The chemical yield reached nearly 50%. The enantiomeric excess of the crude product was 95%. It could be raised to more than 99% by a single recrystallization. Commercially available pancreatin, a crude enzyme preparation from porcine pancreas, was used as biocatalyst.
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Theil et al. (1988) studied this question.